Roommates

Months have passed since financial insecurity led you into a new living arrangement with your roommate. By now you’ve been pretty well domesticated into her live-in sissy maid; conditioned by hypnosis to serve thanks to all the special audios she’s made just for you, with lots and lots of positive hands-on reinforcement in-between. Of course, this is a dream come true for a genderbending slut like you, so it’s not like you’ve resisted. And because you’re such a good sissy, you’ve made sure to be the best sissy maid you can be. Which creates a bit of a paradox because your wealthy, kinky, and turns-out sadistic roommate has just been aching for you to be a bad sissy maid so she can punish you. And since you’ve denied her that opportunity so far, that makes you a...

It's the first of the month, and the rent is due, but you just don't have the income to keep up with all the rising costs of living at your current place. Fortunately for you, your wealthy roommates desires (and yours) allowed the two of you to come to a compromise, of sorts... An alternative contract, covering your costs with a full-time chastity arrangement, and a few extra special terms you hesitantly agreed upon. Tonight, it's finally come time for you to step up and fulfill the rest of those promised obligations to your bestie. Of course, I'm sure, deep down deep, you really, really want this... Don't you? My Latex Sissy Maid.

I'm so sorry you are sick, all I want is for you to feel better, for you to feel GOOD. I do not have the energy to ride you, to fuck you - I'd probably suffocate if I tried to blow you or eat you out. So grab your vibrator and we will pleasure each other with the lowest effort needed! And if you are really sick - I get it if you don't have the energy. UpdateI got fucking covid again. Maybe from this being the second time, or getting my booster shot, at least there doesn't seem to be any weird shit this time, it's just like a cold. I'm starting to feel better, and get some of my energy back- but it really is just a mood, and I can't help but think of you when you're sick. And how fun it would be to give you a handjob. Or soup. So I made this just now, it's not scripted or super...

As awkward as real life, I come up behind you while you're playing video games. Using gratitude for giving me as an excuse to 'reward' you, things get steamy as we awkwardly and mutually share the crush we've always had on each other. Instructions For best results start this audio while playing a video game you can die in. ;) It also helps to have something to smoke nearby.

I came over to play some video games, but when you left to go to the bathroom you took a bit too long. I got bored, started rummaging around your room - and found some verrrrry interesting things in your nightstand. I go out in search of you... only to find you engrossed, peeking through an almost closed door. You dirty peeping tom! You are watching your roommate fuck his hot little girlfriend! Boxing you in with my own sexy body, I whisper in your ears, letting you know that while you are bigger then me, the act of escaping would alert your roommate. You are trapped... Better be a good little poppet and keep very quiet... You should never leave me to my own devices.

After winning a bet by beating her best friend and roommate at a game of Super Smash Bros, a tomboy decides to announce her love in the way she thinks the both of them would enjoy the most. “God, I love the feeling of your lips. I used to imagine this when you weren’t home. This is way better than my dreams.”

Hey Roomie- I'm back from the gym, quit hogging the bathroom and let me in! Oh... you're showering? Well let me in, I'm a sweaty mess and if you wash my back, I'll suck your cock.

I’ve been watching you. Watching what you’ve been doing. Jerking off... alone in your room... with your headphones on... you couldn’t hear me could you? But I’ve been here the whole time. And I could hear what you were listening to... Mmm hmm... all the way from over here... Uh huh... I heard all of it. And now... I know what a pervert you are... Listening to girls begging you to cum for them... Telling you to jerk off. And you’ve just been lying there... doing it... for the past hour... And I guess I got tired of waiting. Script by u/jjiinn

In this file I am a tomboy, a gamer, your roommate and best friend. The latest game came out and I just can't wait to play with you - only to find out you are planning on going over to your exes place because she needs something fixed and you are desperate to get laid. Well, being a fixer myself, I come up with a solution to make both of us happy. I'm not going to let that bitch ruin my plans - so I'll just fuck you instead.

Oh my God dude, what are you doing home? I thought you went back to your parent’s place for the weekend. Um, you’re probably wondering why the fuck I’m wearing a dress. And some makeup. And an apron. And why I’m… baking. You know, for other girls, this wouldn’t require an explanation. Can’t you just let it go, and pretend you never saw this? I have an unblemished reputation as a tomboy, and I’d prefer to keep it that way. Just walk away and pretend you never saw this. You’re going to be a dick about it, aren’t you? Maybe it’s because I’ve been so vocal about hating girly things. My mom was always pushing me to be as feminine as she was. But I was a tomboy. She hated that, and I kind of loved that she hated it. At some point in my teens, I started to change....

mmmm... wha- oh hey. Yeah, your roomies not here right now. His rooms kinda stuffy so I was just sleeping on the couch. I hope I'm not a bother or anything. But hey, while your here - I just wanted to talk. I feel like I can tell you anything - and that you'd help me out with a little problem... a need I have that hasn't been getting filled. What about it? Will you help me fill my need?